Home Categories Pharmaceutical intermediates 4-Aminopyridine
A0703012

4-Aminopyridine , 98% , 504-24-5

Synonym(s):
4-Aminopyridine;4AP;4-Pyridinamine;4-Pyridylamine;Fampridine

CAS NO.:504-24-5

Empirical Formula: C5H6N2

Molecular Weight: 94.11

MDL number: MFCD00006439

EINECS: 207-987-9

Update time: 2022-07-08

PRODUCT Properties

Melting point: 155-158 °C (lit.)
Boiling point: 273 °C (lit.)
Density  1.26
vapor pressure  0.046Pa at 25℃
refractive index  1.5560 (estimate)
Flash point: 156°C
storage temp.  2-8°C
solubility  H2O: soluble50mg/mL, clear, colorless
form  Crystalline Powder, Solid or Crystals
pka 9.114(at 25℃)
color  White to faint grey to light yellow
Water Solubility  Soluble in water(112 g/L at 20 deg C). Soluble in ethyl ether, benzene. Slightly soluble in ligroin. Very soluble in ethanol. Soluble in methanol, acetone, tetrahydrofuran, isopropanol, acetonitrile, N,N-dimethylformamide, dimethylsulfoxide, and ethanol.
Merck  14,3933
BRN  105782
Stability: Hygroscopic
InChIKey NUKYPUAOHBNCPY-UHFFFAOYSA-N
LogP -0.76 at pH7.4

Description and Uses

4-Aminopyridine (4-AP, fampridine, dalfampridine) is the first drug approved by the FDA to improve walking in patients with multiple sclerosis (MS). Dalfampridine is a voltage-gated potassium channel blocker that readily penetrates the CNS and increases the conduction and duration of action potential across nerve fibers resulting in enhanced functionality as observed in the walking speed of MS patients.
From a safety perspective, seizure was the most important adverse event from various dalfampridine clinical trials. Therefore, dalfampridine is contraindicated in patients with a history of seizures. Since dalfampridine is primarily excreted by the kidney as unchanged drug, it is also contraindicated in patients with moderate to severe renal impairment. Assessing the overall benefit–risk profile from various clinical trials, the FDA approved dalfampridine (daily oral dose of 10 mg, b.i.d.) to improve walking in MS patients with existing gait impairment.

Avitrol (4-aminopyridine), has repellent–toxicant properties for birds and is classed as a severe poison and irritant. This secondary bird repellent can be used as a broadcast bait, causing uncoordinated flight and distress calls and escape responses in nearby birds.

Safety

Symbol(GHS) 
GHS05,GHS06,GHS09
Signal word  Danger
Hazard statements  H300-H311+H331-H314-H411
Precautionary statements  P260-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes  T+,N,T,Xi
Risk Statements  28-36/37/38-51/53-23/24/25
Safety Statements  26-36/37/39-45-60-61-37/39-28A-1
RIDADR  UN 2671 6.1/PG 2
WGK Germany  3
RTECS  US1750000
8-21
Autoignition Temperature 640 °C
Hazard Note  Toxic/Irritant
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29333999
Toxicity LD50 orally in Rabbit: 21 mg/kg

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